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Literature summary extracted from

  • Nakayama, T.; Sato, T.; Fukui, Y.; Yonekura-Sakakibara, K.; Hayashi, H.; Tanaka, Y.; Kusumi, T.; Nishino, T.
    Specificity analysis and mechanism of aurone synthesis catalyzed by aureusidin synthase, a polyphenol oxidase homolog responsible for flower coloration (2001), FEBS Lett., 499, 107-111.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.21.3.6 Phenylthiourea competitive inhibition Antirrhinum majus

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.21.3.6 0.0025
-
 isoliquiritigenin pH 6.6 Antirrhinum majus
1.21.3.6 0.0039
-
 2',4,4',6'-tetrahydroxychalcone 4'-beta-D-glucopyranoside pH 6.6 Antirrhinum majus
1.21.3.6 0.0043
-
 2',4,4',6'-tetrahydroxychalcone pH 6.6 Antirrhinum majus
1.21.3.6 0.0081
-
 2',3,4,4',6'-pentahydroxychalcone 4'-beta-D-glucopyranoside pH 6.6 Antirrhinum majus
1.21.3.6 0.0147
-
 butein pH 6.6 Antirrhinum majus
1.21.3.6 0.0157
-
 2',3,4,4',6'-pentahydroxychalcone pH 6.6 Antirrhinum majus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.21.3.6 2',3,4,4',6'-pentahydroxychalcone + 1/2 O2 Antirrhinum majus
-
 aureusidin + bracteatin + H2O
-
 ir
1.21.3.6 2',4,4',6'-tetrahydroxychalcone + O2 Antirrhinum majus
-
 aureusidin + H2O
-
 ir
1.21.3.6 additional information Antirrhinum majus chalcone-specific polyphenol oxidase specialized for aurone biosynthesis ?
-
 ?
1.21.3.6 additional information Antirrhinum majus enzyme plays a key role in the yellow coloration of flowers, enzyme is a homologue of plant polyphenol oxidase ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.21.3.6 Antirrhinum majus
-
 snapdragon
-
1.21.3.6 Antirrhinum majus
-
 cv. Yellow Butterfly
-

Reaction

EC Number Reaction Comment Organism Reaction ID
1.21.3.6 2',3,4,4',6'-pentahydroxychalcone 4'-O-beta-D-glucoside + 1/2 O2 = aureusidin 6-O-beta-D-glucoside + H2O mechanism Antirrhinum majus
a
1.21.3.6 2',4,4',6'-tetrahydroxychalcone 4'-O-beta-D-glucoside + O2 = aureusidin 6-O-beta-D-glucoside + H2O mechanism Antirrhinum majus
a

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.21.3.6 flower
-
 Antirrhinum majus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.21.3.6 2',3,4,4',6'-pentahydroxychalcone + 1/2 O2
-
 Antirrhinum majus aureusidin + bracteatin + H2O
-
 ir
1.21.3.6 2',3,4,4',6'-pentahydroxychalcone + O2
-
 Antirrhinum majus aureusidin + bracteatin + H2O products are formed in a 6:1 ratio ir
1.21.3.6 2',3,4,4',6'-pentahydroxychalcone 4'-beta-D-glucopyranoside + O2
-
 Antirrhinum majus aureusidin 6-beta-D-glucopyranoside + bracteatin 6-beta-D-glucopyranoside + H2O products are formed in a 5:1 ratio ir
1.21.3.6 2',4,4',6'-tetrahydroxychalcone + O2
-
 Antirrhinum majus aureusidin + H2O
-
 ir
1.21.3.6 2',4,4',6'-tetrahydroxychalcone 4'-beta-D-glucopyranoside + O2
-
 Antirrhinum majus aureusidin 6-beta-D-glucopyranoside + H2O
-
 ir
1.21.3.6 butein + O2
-
 Antirrhinum majus sulfuretin + 3',4',5',6-tetrahydroxyaurone + H2O products are formed in a 23:1 ratio ir
1.21.3.6 isoliquiritigenin + O2
-
 Antirrhinum majus sulfuretin + H2O
-
 ir
1.21.3.6 additional information no activity with L-tyrosine, L-DOPA, 4-coumaric acid, caffeic acid, naringenin, eriodictyol, 4,4',6'-trihydroxyaurone, and aureusidin Antirrhinum majus ?
-
 ?
1.21.3.6 additional information absolutely specific for chalcones Antirrhinum majus ?
-
 ?
1.21.3.6 additional information no activity with 2'-hydroxychalcone, 4-hydroxychalcone, 2',3,4,4',6'-pentahydroxychalcone 3-glucoside, and 2',6'-dihydroxy-4,4'-dimethoxychalcone Antirrhinum majus ?
-
 ?
1.21.3.6 additional information enzyme shows no 3',4'-dehydrogenase activity towards aureusidin Antirrhinum majus ?
-
 ?
1.21.3.6 additional information chalcone-specific polyphenol oxidase specialized for aurone biosynthesis Antirrhinum majus ?
-
 ?
1.21.3.6 additional information enzyme plays a key role in the yellow coloration of flowers, enzyme is a homologue of plant polyphenol oxidase Antirrhinum majus ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.21.3.6 More
-
-

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.21.3.6 0.001
-
 Phenylthiourea pH 6.6 Antirrhinum majus